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.
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...
Hilton Waikoloa Pool Pass Included for 2025. Waikoloa Beach Villa E1
This vacation rental is professionally managed by ResorticaHawaiiWaikoloa Beach Villas E1Please scroll down for detailed informationHilton Pool Pass: Valid for stays now through December 31, 2026. Maximum 6 persons per pass (children under the age of 5 are not counted...
Makahuena 4205 by Destination Kauai - Partial Ocean View End Unit
E Komo Mai, Welcome to The Makahuena 4205!“The Makahuena” is located on the southernmost point of Kauai. This unique oceanside resort is situated on the edge of a bluff providing spectacular coastal views. This 2-bd/2-ba is a single-level condo on the second story...
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...
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...
Exquisitely Beautiful High Floor Rental At The Colony Surf -30 Nights Minimum
Beautifully studio on the waterfront of the spectacular Gold Coast. Short, convenient location to Waikiki yet quiet and private-like location. The exclusive, 20-story, (the unit is on the 18th, unit 1806.) Colony Surf is near the base of Diamond Head and across the...
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 and Experience Warm Aloha! Enjoy Last-Minute Deals Through March 2026!".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,...
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...
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...
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...
Makahuena 5101 by Destination Kauai - A/C Oceanfront
E Komo Mai, Welcome to Makahuena 5101“The Makahuena” is located on the southernmost point of Kauai. This unique oceanfront resort is situated on the edge of a bluff providing spectacular coastal views. This 2-bd/2-ba condo is on the ground floor with breathtaking...
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...
Ground-floor, oceanfront condo with amazing views & pool - walk to dining
Kapa'a Sands 14Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This boutique establishment is right on the ocean, enveloped in lush tropical gardens with everything you need for your...
Beachfront Bliss Awaits! Sugar Beach #125 - Luxury and Comfort at Your Doorstep
SUGAR BEACH RESORT, #125Welcome to Sugar Beach Resort #125, a ground-floor beachfront condo offering the rare convenience of stepping directly from your lanai onto Maui’s golden shoreline. Nestled in North Kihei, this retreat blends comfort with ease of access, making...
Remodeled and breathtaking views
Welcome to Mahana 511, an exquisite 2-bedroom, 2-bathroom condo that features sweeping ocean views from the 5th floor and a central air conditioning system. This condo can accommodate up to 6 guests. Both primary bedrooms are furnished with a king-size bed, necessary...
Maui Resort Rentals: Honua Kai Hokulani 145 - Spacious Ground Floor Interior 2BR, Steps to Pools/Beach/BBQs!!
Enjoy one of the most convenient ground floor locations at Honua Kai in the interior courtyard of the Hokulani Tower. Hokulani 145 offers a spacious 1100 square feet of living space and convenient interior ground floor access to the pools, beach, and BBQs.The oversized,...
Oceanfront and updated, top floor, perfect for honeymoon
Very private top floor ocean front location. Sealodge E10 is the perfect choice for a honeymoon. All of the north shore's great beaches and attractions are conveniently close, and there's a beach path onsite, but you'll be perfectly happy to stay in too, and enjoy the...
Faces Kamaole Beach Park 3, Ground Floor, Large Lanai, ocean view
Unit 1-103 is on the ground floor of the highly desirable Building 1 at Kamaole Sands Resort. This condo complex faces the beautiful Kamaole Beach Park 3 which is across the street. This beach is well known for boogie boarding, snorkeling, and watching the sunset. Beach...
2/2 BEACH FRONT RESORT w/AC, Poipu Beach, Kiahuna Gardenview -End Unit, Pool/Gym
This condo has air conditioning upstairs and downstairs - only a few 2-bedroom units here have AC. This is also the only condo resort in Poipu on a sandy beach! Other condos are on a rocky shoreline or a long walk or drive to the beach. This beautiful and spacious...
Lush Garden Charmer - Breathtaking Sunsets
You will feel at home in this cozy but spacious one bedroom, one bath, ground floor condo. It is furnished and equipped with all the amenities of home. It has a fully equipped kitchen with microwave, full size stove and refrigerator, drip coffee maker, keurig, rice...
Maui Resort Rentals: Whaler 1002 – Remodeled 10th Floor Oceanfront 2BR w/ Stunning Ocean Views!
Boasting a stunning 10th-floor oceanfront corner location, suite 1002 delivers panoramic oceanfront vistas that are among the best in the entire state of Hawaii.Take in the incredible views of the blue Pacific and neighboring islands of Lanai & Molokai or experience a...
OCEANFRONT RESORT- $299 through May 15! Kihei Sands Beachfront Condo-B10
Winter has arrived - and so have our exclusive new seasonal rates from November - March 2026. Leave the cold behind & step into the warm embrace of on Maui's Sugar Beach sun-kissed shores! Welcome to Condo B10 in sunny South Maui! This second-story (no elevator) condo...
We are OPEN for our guests Penthouse 938 W/ Panoramic Oceanview Splendor KShores
Welcome to Ka'anapali Shores #938The best vistas are from the top, this is a 9th floor penthouse with panoramic top floor ocean views. Enjoy the splendor of a remodeled penthouse with sweeping ocean views. Located atop fabulous Kaanapali Shores, a AAA, triple diamond...
Fabulous condo with views at Pali Ke Kua, shared hot tub & pool, WiFi, balcony
Pali Ke Kua 113Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This is what you think of when you think of Kauai: beautiful sunsets over the ocean, twinkling stars in the sky, waves...
ATTRACTIVE & Updated 1 Bed 1 Bath in Kihei Maui!
This adorable and tranquil unit with an open and airy floor-plan, tile and laminate flooring throughout and tasteful Hawaiian décor. Our updated condo is located near the pool and is spacious & tranquil. You will love the fresh, open and airy floor-plan of this unit,...
Perfect unit for a romantic getaway! Kapalua Bay Villa #12B4
Kapalua Bay Villa 12B4 is a serene one-bedroom, one-bathroom oceanview retreat nestled in one of Maui's most prestigious coastal communities. This elegant villa offers a seamless blend of comfort and luxury, featuring central air conditioning, a gourmet kitchen with...
Oceanfront Condo at the Mana Kai Maui, Luxurious, Designer Remodeled
Hawaii Tax ID: TA-127-536-5376-01TMK: 390040230081Mana Kai 711 is situated on one of the most prestigious beaches in all of Hawaii and spares no expense when it comes to luxury and unobstructed ocean views. Mana Kai is situated on the famous...
Oceanfront Penthouse with Loft!
Everything you'd ever want in a tropical getaway! With the ocean just feet from your private lanai, your family will be close to everything Kona has to offer when you stay at this centrally-located place. Enjoy the immaculate grounds of the Kona Makai with two tennis...