Vacation rentals with a kayak in Oahu

4.96 out of 5 average rating, 108 reviews

A panoramic view captures the marina bustling with boats, with clear blue waters reflecting the sky. Lush palm trees line the area, and a sandy beach is visible in the distance, framed by the vibrant horizon and scattered clouds.

Apartment in Honolulu

*Remodeled Oceanfront in Waikiki - Ilikai Marina

Welcome to our oceanfront home offering stunning ocean views and Hawaiian sunsets, all within walking distance to the beach. Whether you're seeking adventure, family fun, or relaxation, this is the perfect destination while visiting Oahu. On Friday nights, enjoy spectacular fireworks right from your balcony. We look forward to sharing recommendations for local restaurants, beaches, and activities to make your time in Hawaii unforgettable. Book now and start planning your island getaway with us!

4.95 out of 5 average rating, 132 reviews

A bright living room features modern furniture with a dark gray couch and two vibrant purple chairs. Natural light fills the space from large windows, framed by sheer curtains, and a piece of scenic artwork is displayed on the wall. A small coffee table holds decorative items.

Home in Waianae

Oahu Perfect Vacation #1 Family Home, Pool Hot Tub

Ohana Paradise! Why guests love our cozy Makaha Valley home: Free parking for up to 5 cars (hotels charge $40–$100 per car) Full kitchen—cook your own meals and save on dining out 4-stage reverse osmosis drinking water—no need to buy bottled water Private backyard with a BBQ grill—perfect for outdoor dinners Washer and dryer in the garage—travel light! Gated community with pool, hot tub, gym, and scenic mountain views Short drive to uncrowded beaches, hiking trails, and great surf spots!

Condo in Hauula

4.67 out of 5 average rating, 66 reviews

North Shore Turtle Cove - Beachfront Condo with AC

Watch Honu (Giant Hawaiian Sea Turtles) in your backyard! And fall asleep to the sound of the ocean. North Shore Beachfront condo hotel with fully stocked kitchen, washer&dryer in unit, and resort style building amenities. Sleeps 6 with multiple beds, including King size sofa bed. Besides honu, the water and reefs in front of our building are also teeming with fishes and corals of all different shapes sizes and colors. Waterfalls are visible in the mountain behind our building after heavy rain

Superhost

A private balcony offers views of nearby palm trees and the city skyline. A small round table with a vase of flowers is positioned between two metal chairs, creating an inviting space for relaxation.

4.75 out of 5 average rating, 118 reviews

Rare Waikiki Gem | FREE Parking + Walk to BEACH

Stay in a spacious 2-bedroom, 1 bath retreat just minutes from Waikiki Beach—one of the most sought-after locations in Hawaii. Enjoy the RARE convenience of FREE PARKING, a huge value in Waikiki. Perfectly located near Hilton HawaiianVillage, Ala Moana Center & top dining—yet tucked away for a QUIET and PRIVATE stay. ✔ Family friendly - Sleep 5-6 ✔ Pool, BBQ, Free WiFi & A/C ✔ Walk everywhere in Waikiki Book now and experience comfort, convenience & unbeatable value in the heart of Waikiki.

A vibrant pool area is surrounded by tropical palm trees and lush landscaping. Water slides and cascading waterfalls are featured alongside the main pool, with families enjoying the sunny atmosphere. In the background, the beach and ocean are visible, enhancing the resort's allure.

4.97 out of 5 average rating, 35 reviews

Entertainment & Shopping! Grand Waikikian-1 Bedroo

The Grand Waikikian is built to ensconce families of all sizes in Hilton's trademark blend of luxury and hospitality. Honolulu rises to meet you with an Aloha welcome! Enthroned in the spectacular verdancy of Oahu, Honolulu provides a unique blend of urban vibrancy and unblemished natural beauty for a vacation that delights every traveller. Experience the pinnacle of Hawaiin hospitality with a traditional luau or become one with your inner sea captain as your catamaran glides from Honolulu's

A comfortable living area features a light-colored sofa adorned with colorful pillows. A wooden coffee table sits atop a patterned rug, complemented by two woven chairs. Floor-to-ceiling windows provide expansive views of the mountains and cityscape, inviting natural light into the space.

4.97 out of 5 average rating, 77 reviews

[Rare]Mtn View | Walk Score 95 | Parking | Kitchen

Experience the newly renovated corner unit at Waikiki Banyan, with stunning 270° views of the Koʻolau Mountains, Koko Head, Diamond Head, and the Honolulu skyline from a private 28th-floor lanai. Revel in breathtaking sunrises and vibrant rainbows. In the heart of Waikiki, the unit is just 1 block from Waikiki Beach, Kapiolani Park, and Honolulu Zoo. Walk Score 95, easy access to nearby grocery stores, coffee shops, restaurants, and shops. ★ "We can't wait to come back and stay here again!" ★

5 out of 5 average rating, 92 reviews

Cottage in Makaha Valley

Support Local Pool Spa Gym Top 5% Family Friendly

🌺 Mahalo for choosing to support a local family! We know you have many options, but we promise you will be pleased with your decision to stay in our quiet, peaceful, and family-friendly home. Whether you are a small family or large group, our Hale (home) is the perfect fit for you. 3/26/2026 update: Our property has been unaffected by the recent historic flooding on O'ahu, and guests can enjoy a safe and comfortable stay. 💦💪🏽 Community Pool, Spa & Fitness center 8 minute walk away 🛁

Superhost

The image captures the Lagoon Tower, a tall building adorned with colorful artwork, situated along a pristine beach. Gentle waves lap at the shore, while sunbathers enjoy the sandy beach, with the backdrop of vibrant city skyscrapers and lush tropical palm trees framing the scene.

5 out of 5 average rating, 4 reviews

2BR Non-Ocean View at Oceanfront Hilton Resort

Escape to paradise at Hilton Grand Vacations Club Lagoon Tower! Your private 2-bedroom suite blends home comforts with resort luxury in Waikiki’s most iconic beachfront resort. A perfect family-friendly getaway, it is home to Duke Kahanamoku Beach, Best Beach 2024 winner. Enjoy access to pools, a beautiful saltwater lagoon, beach, watersports, and walkable dining, shopping, and activities. Whether unwinding, exploring, or celebrating, everything is designed for a relaxing, memorable stay.

4.96 out of 5 average rating, 167 reviews

Home in Makaha Valley

3BR, Near Beach, Game RM, Private Spa, Pool, Gym

Escape to paradise in this beautiful vacation home located in Makaha Valley. Enjoy stunning panoramic ocean views and relax in the tropical backyard. Inside, you'll find a fully equipped kitchen, comfortable furnishings, and ample space for your group. Take a short drive to the beach and spend your days swimming, surfing, or lounging on the sand. Come back and enjoy a BBQ on the outdoor grill. Perfect for families or groups of friends, this vacation home is the ultimate Hawaii getaway!

4.96 out of 5 average rating, 111 reviews

A tropical pathway leads from a sandy beach to the bright blue ocean, with gentle waves lapping against the shore. Lush greenery borders the scene, while distant hills are visible on the horizon under a partly cloudy sky.

Place to stay in Kailua

Nai’a Suite at La Bella’s-Walk to Beach-Licensed

La Bella’s B&B is a High End Luxury home filled with charm and a touch of farmhouse/beach elegance. Two Suites are available for booking. Owners live onsite. Starbucks, Safeway, Gas Stations and Eateries are right across the street. Nai’a (Dolphin) Suite Offers: -Kitchenette -Private Bathroom -Separate Entrance -AC and Powerful high end fan -King size bed w/luxury bedding If you want a beautiful garden, great host family and a short walk to the beach this is the place for you.