Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Waikoloa Beach Villas J32 - Luxury Penthouse Villa, Gold Golf Club Membership
Luxury Penthouse Villa located in the privately gated Waikoloa Beach Villas, close to the activity center with two heated pools, fitness workout room and spa areas. Unit includes discounted GOLD GOLF KINGS' CLUB MEMBERSHIP - green fees at Waikoloa Beach Course - 2025...
Oceanview 2 + 2 Fabulous Condo! Best Value Walk to Everything
The Shores of Maui overlooks the crystal clear Pacific Ocean on Maui's sunniest shore. This condo is the only one that has two private lanais! It is a one block walk to beautiful Charley Young Beach, one of Maui's finest swim beaches and directly across the street from...
Temple Tree Retreat - An Adventurer's Oceanfront Paradise!
Overlooking ancient lava ocean cliffs, Temple Tree Retreat is designed to see and feel nature all around you. Our home has three main living spaces - you get the entire property to yourselves. The main area hosts the kitchen, two bedrooms, bathroom and laundry room....
❤️PiH❤️ House of Light ★ Closest to KaMilo Rec Center ★ Hilton Waterslide & Pool Passes
Brought to you by Paradise in Hawaii Luxury Homes.House of Light is a wonderful, new 3 bedroom/3 bathroom home that offers everything that you would ever desire on your Big Island vacation in Mauna Lani. House of Light is a single-story, free-standing home (no stairs...
Breathtaking Panoramic Ocean Views, Crystal Blue Pool, Hot Tub, BBQ Grill!
The vacation home you have been looking for! You will love this private, permitted vacation home (located on Big Island of Hawaii in Kailua-Kona) with a large crystal blue pool, beautiful 180 ocean views, hot tub, 4 large bedrooms (King beds) each has a full bath...
Relaxing, oceanview getaway w/shared pool & hot tub, lanai, private washer/dryer
Pali Ke Kua 144Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This recently redecorated unit is what a dream vacation on Kauai is all about! A new nautical-beach theme moves this...
Kauhale Makai 106 - 1BR, Remodeled, AC, Oceanfront Property!
This 1 bedroom, 1 bathroom condo was just completely remodeled. The Beach is right in front of the oceanfront property. Incredible sunset views year round and just minutes away from shopping, grocery stores, restaurants and golfing.The unit is situated on the north side...
Spacious resort home with pool & hot tub - near beach & golf courses
Waikoloa Colony Villas 1306Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Whether you need a home base for your next family vacation or want to enjoy Hawaii with your special...
Steps to the beach. Minutes from shops. Top floor/ocean side 2 bed 1+1/2 bath
Easy access to north shore and Poipu. Walking distance to restaurants, lava rock enclosed ocean swimming pond, 9-mile, oceanfront, walking path, popular kayaking river and hiking at Sleeping Giant.Rare, top-floor on ocean side of a building with only four units....
Aloha Condos, Kanaloa at Kona, Condo 1803, Oceanfront, AC
Kanaloa at Kona Condo 1803 is an exceptional oceanfront getaway with breathtaking views and luxurious amenities. Guests rave about the spacious, well-appointed interior, fully equipped kitchen, and ample beach gear. The lanai is perfect for relaxing, offering incredible...
Modern Suite W/Kitchen and Lanai – Waikīkī Shore #310
Castle Waikīkī Shore #310: Take in the tropical breeze when you open the sliding glass doors and use the fans to circulate the breeze. Here you can sip on coffee as you look out over Fort DeRussy Park and to the left Waikiki Beach as you plan your day of adventure in...
The BEST oceanfront view from updated romantic Hawaiian gem
Sealodge A6 is a corner unit that offers guests breathtaking, unobstructed second floor oceanfront views from the living areas, lanai and bedroom. Wake up in a romantic ocean view bedroom that has louvered solid wood doors that glide shut to create a haven of privacy....
High Floor with Ala Wai Canal View! A/C, Washer/Dryer, Wi-Fi, FREE Parking!
Fairway Villa #1914 – 2345 Ala Wai Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Relaxing Ala Wai Canal views and you are close to everything! 555 interior sq.ft, plus large, 76-sqft balcony/lanai with table and chairs. Kick back as you enjoy...
Beautiful Gem ~ Views of Paradise
Paradise Awaits! Experience the ultimate getaway in this upgraded, spacious top-floor condo. Nestled in the heart of Princeville on Kauai's North Shore and surrounded by beautifully landscaped gardens. This gem features breathtaking mountain and ocean views, lush...
Maui Resort Rentals: Honua Kai Hokulani 838 - Top Floor 1BR w/ Partial Ocean & Mountain Views!
Hokulani 838 is an incredible top-floor "penthouse" one-bedroom suite boasting some of the best partial ocean views available among the one-bedrooms at Honua Kai. In addition, this vantage point also offers views of the West Maui Mountains. You will have plenty of space...
Waikoloa Kings Club Golf Discounts.Waikoloa Fairway Villas F22
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Fairway Villas F22Please scroll down for detailed informationWaikoloa Beach Resort Gold Membership Golf benefits (discounted tee fees at the Waikoloa Beach Resort Courses). Fees are $95.00 per...
New! Lae Nani 212, AC, Ocean View, Tropical Oasis, Steps to Beach and Town
Lae Nani Resort Kauai #212, Beautiful Ocean View Unit on a Tropical Beachfront Oasis. This Kauai Vacation Rental is conveniently located in Kapaa Town within walking distance to shops, restaurants, and just steps to beautiful white sandy beaches. Accommodates up to 6...
Hale Moana - Best Value Beachfront Home Steps from Beach!
Poipu Kauai’s perfect beachfront vacation home with the perfect price! Every room opens onto the huge covered lanai and has stunning ocean and sunset views. Spacious grounds at the waters edge. Queen and 2 Twin beds. A/C in bedrooms and living room as of May 2023!“A...
Relax and Enjoy Spectacular Oceanfront Views!
Aloha and welcome to the beachfront condominium at Maui Kai Unit 408! This spectacular, north end, corner unit is conveniently located halfway between historic Lahaina Town and the prestigious Kapalua Golf Resort. Enjoy panoramic, unobstructed views of the neighboring...
Makahuena 4205 | Oceanview 2BR Condo with Pool, Tennis & BBQs
🌴 E Komo Mai — Welcome to Makahuena 4205Perched on Kauai's southernmost bluff, Makahuena is a sought-after oceanside resort known for its dramatic coastal views and peaceful setting. Makahuena 4205 is a well-appointed 2-bedroom, 2-bath single-level condo located on the...
Hale Mar - Gorgeous Oceanfront Home with Private Pool & Hot Tub
Hale Mar - Welcome to our Oceanfront vacation home - E komo mai!Panoramic ocean views and the sound of crashing surf from every room, and your own private 38' pool & hot tub! Spaciousness, luxury and privacy located on the Big Island near Hilo and the famous Volcano...
Beautiful Lanai Views, Oceanfront Complex W/ Large Lawn Perfect For Sunset!
***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Beautiful completely remodeled oceanfront condo at Maui Sunset. This tropical oceanfront complex has long been revered for the immaculate and beautifully landscaped grounds that spread over 5 acres. Ocean...
KA 402 Spacious West Maui Studio Steps to Ocean w AC Pool
Kaleialoha 402 Spacious Studio Conveniently Located Steps From the Ocean with Beautiful Views of West Maui Mountains. Perfect with AC, Heated Pool, OceanFront Gas Grills, Parking FREE daily activities included with your stay value up to $570! Complimentary admission,...
Stone House - Beachfront Home with 180 Degree Coastline Views!
YouTube Video Presentation - https://youtu.be/0hYizfnECb8The Stone House is built on a point of land that has a 180 degree white water ocean view like no other! The home sleeps up to eight people and includes three bedrooms, two bathrooms and is adjacent to a white sand...
Wailea Beach Villas D301 - 3 Bedroom Ocean View Villa
Discover for yourself why D301 is one of the most requested Villas in our vacation rental collection. Impressive artwork by internationally known Maui artist Elan Vital provides a fabulous backdrop to the welcoming great room in rich jewel colors of amethyst and jade...
Ma'alaea Surf #G-7 – Coastal Comfort with Modern Amenities
Ma‘alaea Surf #G-7 – Ocean View Townhouse RetreatWelcome to Ma‘alaea Surf #G-7, a two-bedroom, two-bathroom townhouse-style condo offering beautiful ocean views and a spacious two-story layout. With a remodeled interior, central air conditioning, and access to resort...
Sprawling Pacific Views Ultimate Coastal Retreat!
**Nohonani 300 – Your Renovated Oceanfront Haven**Welcome to Nohonani 300, a beautifully renovated 2-bedroom, 2-bath end unit on the third floor. Recent improvements include new carpeting and elegant furnishings, providing a fresh and inviting atmosphere. This unit...
Poipu Palms #102 Oceanfront, pool, near beach
Part of the intimate Poipu Palms condo community, this tropical property stuns with incredible ocean views. Out on the private lanai, gather with your ohana to sip on a cool drink and let the ocean breezes lull you into complete relaxation mode.Whip up meals in the...
Spacious Ilikai Studio with one FREE parking/Wi-Fi and Marina/Ocean Views!
Ilikai #341 – 1777 Ala Moana Blvd.For those who prefer a lower floor and still enjoy great marina and Pacific Ocean views, you'll love this inviting 3rd floor studio at the Ilikai, the Waikiki landmark made world-famous by Hawaii Five-O! Enjoy your morning coffee or a...
Ocean and fairway views in this spacious, top-floor, 3-BR Grand Champion Villa!
Experience gorgeous ocean and fairway views from this spacious top floor, tastefully decorated, family-friendly, three-bedroom unit. This beautiful condo boasts the largest floor plan available at Grand Champion Villas. Enjoy the views of the islands of Lanai and West...
Island Elegance: Prime Spot
Summary:--------------------------------------------------------- Experience tranquility in this shared Kailua Kona room, a mere stroll from the beach. Embrace the serene island vibe and cozy interiors. With convenient beach access, it's an ideal spot for a peaceful...
Charming studio with relaxing ocean views
Noelani 212 is a beautiful, spacious and tastefully decorated studio condo that offers all the luxuries and comforts of home. The studio bedroom features a comfortable Queen size bed and a large flat screen TV. Enjoy cooking in this fully equipped kitchen with...
Kanai A Nalu Unit 302 Direct Oceanfront View
"Escape to Maui's Warm Aloha and Enjoy Exceptional Savings on Last-Minute Getaways".Oceanfront ocean view third floor! Gorgeous upgraded condo. Quiet home listen to the sounds of the sea.Please review the property description and pictures carefully prior to booking, and...
Oceanview condo with shared pool, tennis & beach across the street
Kihei Ali'i Kai B301Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Start your Valley Isle experience right with this oceanview condo in the heart of Kihei Town. Nicely appointed...
Oceanview #206 at Hana Kai Maui - Lofted Studio, Upper floor, Great View!
“Puhele” (Unit 206) is a premium oceanview studio located on the upper floor of the Mauka building. There is a king bed in the loft and a queen hide-a-bed on the main floor. Sliding glass doors open onto a spacious lanai with an amazing view of Hana Bay. This unit...
Amazing Ocean Views, AC in every room, remodeled, #504
The Palms at Wailea 504 the most sought after complex in Wailea. Newly Remodeled, New AC in every room, Walk to Beach, AmazingOcean Views5 Star reviews. One of our latest reviews "Absolutely amazing and beautiful. The condo, the property and getting about was simply...
Hale Wainiha: 1BR Cottage on Private Acre of Paradise with Pool
Kauai License# TVR-1065Tucked away on over an acre of lush paradise along the Wainiha Stream in an ancient grove of 100 ft. tall mango trees lies the Hale Wainiha. Offering privacy, rest and refreshment, this charming home sits on a bluff overlooking an expansive view...
Elegant 1bd/2ba with Private Lanai & Beach Access in Kihei - Kamaole Sands 8-206
Your Hawaiian getaway starts here. Welcome to one of the best locations in Kihei, Kamaole Sands 8-206. This 1bd/2bath unit is the perfect spot for your Maui vacation!As you enter you will be pleasantly welcomed by this elegant and spacious condo. The living area is open...
Ground floor oceanfront condo w/private lanai, outdoor pool, hot tub, great view
Pali Ke Kua 111Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Whether it is the spectacular orange skies at sunset, a million stars at night, or the sound of the waves crashing on...
Oceanfront home with amazing sunsets!
Escape to our oceanfront home featuring a saltwater tide pool, offering some of the best sunsets along the Kona coast with over 200 ft of oceanfront property. Watch dolphins, surfers, paddlers, and boats while sipping morning coffee or evening cocktails from the...
Home Away From Home* Pool* Golf* Close To Beaches, Shopping & Restaurants
Aloha I'm Mike, a native of western Montana, who enjoys the Hawaiian lifestyle and welcome to my home away from home.Waikoloa Hills is a great condominium community with pool, hot tub, discounted golf and across from Highlands Shopping Center and 10-20 minutes away from...
Luxury Waikiki beachfront for 2. Waikiki Shore!
Step out of the elevator and on to the warm sands of Waikiki Beach. You can not find a better location! Walk to restaurants, shopping, and all that Waikiki has to offer. You don't walk to the beach, you are on the beach. This Suite is perfect for two people that want a...
MRR Presents Kaanapali Ali'i 495 - Expansive 2BR Corner Remodel w/ Gorgeous West Mountain Views
Beautifully remodeled, suite 495 boasts views of the majestic West Maui Mountains and the Kaanapali Royal Golf Course from its 9th-floor vantage point. A highly sought after corner location provides abundant natural light and invites in the gorgeous Maui outdoors.While...
Aloha Condos, Kona Coast Resort, Townhome 4-102, Ocean View, AC
2500 Square Foot Private and Spaciious Townhome. Sitting on the 16th Fairway of the Kona Country Club. Views of the ocean from Office and Stair Landing. High quality 600TC linens. Large and expansive new (2010) master bathroom. Air Conditioning available for all...
Aunty Lydia's Local 3B/1.5BA by Hanalei Bay, walk 2 Northshore Oceanfront
If you want a taste of old Hanalei when days were slower and a good catch fishing and the best vegetables were the talk of the town, this home will fill the order. This property has been lovingly maintained since it was built. It is our family's privilege to share Aunty...
HONU KAI HIDEAWAY
Honu Kai Hideaway is like a treehouse with views of ocean, golf course and mountains. We are nestled among the trees and lush landscaping of the spectacular Turtle Bay Resort, an 880 acre tropical paradise. Our Hideaway is the perfect blend of tropical seclusion amidst...
OCEANFRONT RESORT - WE ARE ON THE WATER! - Kihei Sands Beachfront Condos - B4
Maui has never been more affordable! Experience the wonder of peak whale season without the peak price! Our off -peak Winter rates offer you a chance to enjoy Maui's natural show with upscale comfort & exceptional value!Condo B4 is a beautifully renovated 2B/2Ba...
Oceanfront 2BR Condo with AC, Lanai & Resort Amenities
E Komo Mai – Welcome to Makahuena 5101!Escape to the southernmost point of Kauai at Makahuena 5101, an oceanfront condo perched on a bluff with breathtaking coastal views. This 2-bedroom, 2-bathroom ground-floor condo offers a full kitchen, spacious lanai, and split A/C...
Newly remodeled Ground Floor! Steps to Pool and Ocean! WOW! #119
Ocean Front Home away from Home Paradise!This gorgegous ground floor condo completely remodeled in 2023!Sparkling, new kitchen is a cooks delight! Creamy white quartzite countertops with white shake styled soft closed cabinets. All the cookware and utensils necessary to...
Sugar Beach Resort Condo w/ Private W/D, Free WiFi-Snorkel, Surf, Swim
Sugar Beach Resort 214Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...