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.
Kaanapali Alii 2222 Bedroom | 2 Bathrooms | Sleeps 6 | Garden View________________________________________Welcome to Kaanapali Alii 222, a stunning one-bedroom garden view condo with a fully enclosed den that comfortably serves as a second bedroom. When you stay at the...
Beautiful Second-Floor Studio w/Free WiFi, Private Balcony + Shared Pool/Hot Tub
Islander on the Beach 257Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'With partial ocean views from the furnished private balcony, this lovely second-floor studio is a terrific...
2 Bedroom Garden View Condo- Pono Kai
The resort is located in the historic town of Kapaa, Kauai. You can catch the sunrise in the morning over the Pacific Ocean or even see whales during migrating season. The resort is within walking distance of restaurants, boutiques, shopping and grocery stores.You can...
Ground Floor Gorgeous Garden View Close to Pool
Beautiful Garden Hawaiian Condo on the Kona Coast The property is gated and is located close to amenities. The community salt-water lap pool includes two whirlpools, changing rooms, and space to relax surrounded by immaculately groomed grounds with an abundance of...
NH 105 2BD Oceanfront Condo Pool near Beach
Nohonani 105 NEW LISTING! Explore the Beauty of Hawaii on the Ocean at this Convenient Central West Maui Location! Wake up to the soothing sounds of the ocean at this 2-bedroom, 2-bathroom ground-floor corner condo at Nohonani Resort in West Maui. Perfectly positioned...
Hale A Kai: Big Island Home w/partial Ocean view, AC &WiFi
Hale A Kai welcomes you with breezy island living, vibrant tropical décor, and an unbeatable location just a short stroll from Magic Sands Beach. Tucked at the end of a peaceful cul-de-sac off Ali‘i Drive, this newly updated 4-bedroom, 4-bath home blends comfort,...
Oceanfront Groundfloor Condo: Steps from the Lanai/Patio to the Ocean!
The views from this OCEANFRONT unit are breathtaking, with the azure ocean and sunsets over sister islands, Lanaii and Molokai. Step off your lanai and you are only 30 feet from the ocean! Located in the Kuleana resort, enjoy a taste of old Hawaii with it’s tropical...
North Shore Oahu getaway condo for rent with pool
The beautiful beachfront North shore condo with AC is the perfect place for a tropical family getaway. With the beach seconds away and the tropical beauty of the mountains/greenery, it is a pictorious view. Laie, the Polynesian Cultural Center, BYU-H, restaurants, and...
Ocean View Luxury Rental at Waikiki Shore #303! Steps to Beach!
Waikiki Shore #303 – 2161 Kalia RdRelax in this breezy and spacious (692 sqft) condo overlooking beautiful Waikiki Beach! This luxury rental is outfitted with top-of-the-line furniture and appliances, including a comfy Stearns & Foster California King bed, 60" Sony...
Breathtaking ocean views Waikiki
LUXURY OCEAN VIEWHigh floor, unit 2112 luxury studio with superior views of the Pacific Ocean. The balcony is spacious • Full Kitchen.500 sq ft interiors with 120 sq ft lanai. My condo, located on the 21 floor of the iconic Ilikai Building in Waikiki, Honolulu, Offers...
129-3 Puamana. Imagine enjoying this beautiful contemporary coastal home!
In the wake of the Lahaina fire, Puamana continues to embody the spirit of Hawaiian resilience, even as the surrounding landscape has changed. While some amenities were lost, this coastal community remains a beautiful and peaceful retreat.129-3 Pualei Drive, completely...
Oceanfront Condo with Spectacular Ocean Views! Makena Surf F-201
Makena Surf is an exclusive oceanfront property in World Famous Wailea-Makena! One of the best-kept secrets on South Maui, from its stunning beauty to world-class beaches and snorkeling, this resort has it all. During the winter months, you can take in seasonal Humpback...
Kihei Akahi Resort Unit B103 Scenic Garden Views
"Escape to Maui's Warm Aloha and Enjoy Exceptional Savings on Last-Minute Getaways".Kihei Akahi Resort Unit B103 - Garden Views and Large Lanai Ground Level Easy walk to Pool and BeachPlease review the property description and pictures carefully prior to booking, and...
KAMAAINA RATES AVAILABLE. Inquire for more details.Aloha! The Hana Harvest Cottage is the perfect place to unwind and explore the beauty of Hāna and the surrounding area. Fully renovated and re-furnished in July 2022 including new modern appliances, WiFi, and upscale...
Stunning Remodeled Unit with Ocean Views! Ekahi 5E
Welcome to Ekahi 5E! This top floor unit boasts incredible ocean and garden views! It is nestled along a beautiful hillside that embraces the serenity and peacefulness of Maui. Enjoy the views and feel the breeze from the oversized private lanai! Your private lanai...
Relaxing condo near beach with partial ocean views, hot tub, pool, & lanai
Paradise Found at White Sands Village 105Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Come and experience a tranquil and unique getaway at this relaxing and well-situated condo!...
Aloha and welcome to our hale (pronounced holly). Thank you for considering our home for your vacation plans. Our one bedroom air-conditioned condominium is located adjacent to the Coconut Marketplace in the heart of Kapaa on the east shore of the Garden Island of...
Pono Kai Resort J201, 2nd Floor, Walk to Beach
Pool Area Closure: January 6 to January 31, 2026. The Kapaa Pool is less than a mile from the resort and Lydgate Beach ponds for swimming and snorkeling is 3.4 miles South of the resort. Discounts are automatically applied for these dates.Welcome to Pono Kai J201 in...
Kaanapali Shores 647 ~ Huge Spring Savings thru 5/31/25! Oceanview, AC, Pool!
Embrace serenity in unit 647, situated within the sought-after Kaanapali Shores resort. This delightful one-bedroom, one-bath retreat offers tranquil ocean views from the living room and private lanai, enhancing the serene ambiance. Inside, discover the comforts of...
Ko Olina Beach Villas B403: Luxury 3BD Villa w/ Ocean & Pool Views
Welcome to Ko Olina Beach Villas B403 by Gather, where luxury and tranquility meet on Oahu’s beautiful west coast. Located on the fourth floor of the Ocean Tower, this elegant three-bedroom, three-bathroom villa accommodates up to eight guests across 1,481 square feet...
Shores of Maui, sensational ocean view in Paradise!
The Shores Of Maui Resort is located in southern Kihei, across the street from Cove Park and Kalama Park area. You can master your surfing skills, enjoy shopping, dining and grocery store are within walking distance from the Shores of Maui Resort location.This...
Gorgeous Oceanfront Condo with Spectacular Views!
This beautiful, freshly renovated Kihei condo has 1-bedroom, 1-bathroom, a queen-sized sleeper sofa, and panoramic ocean views from the kitchen, living room, and lanai. Wake to the sound of the ocean and birds singing with coffee on your lanai and enjoy gorgeous Maui...
NR G16 New Listing Updated Napili Condo Walk to Napili Bay
Napili Ridge G16 Freshly Updated Napili Studio Condo, Amazing Location, Walk to Napili Bay! Escape to the serene beauty of Maui with a stay in this updated second-story studio condo in the Napili Ridge condominiums. Inside G16, you'll find a tastefully decorated space...
Leisurely island-living awaits at this 1-bed, 1-bath Kaunakakai vacation rental! With a pool and private beach access at your fingertips, there's every reason to spend time enjoying the balmy tropical weather of Molokai Island. If you feel like venturing off, head to...
SURFERS DREAM! Private Comfortable Studio with private entrance, King Size Bed and comfortable amenities with a private deck and Outdoor Shower. This Studio is walking distance to one of Oahu's Most Beautiful Beaches on West Side and is located in a Private quiet...
4 bedroom Luxury Condo sleeps 10 Private Hot Tub, Lanai, Golf Course Sunset View
Escape to pure bliss at our newly renovated Turtle Bay condo, nestled on Oahu's serene North Shore. This luxurious retreat features 4 Bedrooms, king beds, AC, and TVs in each room for your utmost comfort and entertainment. Located steps from the pool and 2 minutes to...
Hale Makai Cottage #5: Kauai North Shore Retreat
Cottage #5 offers an idyllic Hawaiian escape for families or groups of friends seeking the beauty of Kauai's North Shore. The cottage features two bedrooms and two bathrooms. The primary bedroom includes a luxurious king-size bed and an ensuite bathroom. The second...
🏖️Stunning Ocean Views | Private Pool | Gated Community | vrKCV
vrKCV - Keauhou Estates Hale Kuhinanui Way, Professionally Managed by Kona Coast VacationsKeauhou Estates – Hale Kuhinanui WayNestled within the prestigious gated community of Keauhou Estates, Hale Kuhinanui Way is an upscale island retreat designed for relaxation and...
Kanaloa at Kona 1302: Beautiful Condo w/ Community Pools/Spa & Golf Course Views
Begin your Hawaiian escape at the newly refreshed 2-bedroom, 2-bath Kanaloa at Kona 1302, set within a 4-star oceanfront resort in Kailua Kona on the Big Island’s sunny western coast. With 1,321 square feet of stylish interiors, a breezy lanai overlooking the 11th hole...
Partial Ocean View! Full Kitchen, Free Parking, Wi-Fi, Pool!
Waikiki Banyan #2412-T2 – 201 Ohua Ave.Enjoy this fully remodeled (June 2022) 1-Bedroom condo with a gorgeous partial Ocean view and Hawaiian coastal décor. With a full kitchen, free onsite parking for 1 vehicle, free high-speed Wi-Fi, and no resort fees, this vacation...
Oceanfront**Brand New AC throughout*On Sandy Beach!
Nestled directly on a stunning sandy beach, Hale Pau Hana is a boutique complex offering convenience and amenities within minutes of your reach. Centrally located and meticulously appointed, our lovely beachfront complex sits between two popular golden sandy swimming...
Tropical oceanfront condo steps from the water - hot tub, pool, lazy river & gym
Waipouli Beach Resort H105Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find yourself settling down on the sands of Hawaii at this incredible condo stay! Get in the spirit and...
MA 1-310 AC, Fantastic Views, A/C throughout, 2 bedroom and Loft, 2 1/2 Bath
Summary:Makahuena 1310 AC, Fantastic Views, A/C throughout, 2 bedroom and Loft, 2 1/2 BathThe Space:MAKAHUENA 1-310 AT KOLOA KAI VACATION RENTALSOceanfront Luxury with Stunning Sunsets and Spacious ComfortWelcome to Makahuena 1-310, an upgraded two-bedroom condo with a...
Papala Place at Kahakai Estates by Gather: Luxe Poolside Oasis
This private four-bedroom retreat within the gated Kahakai Estates blends elegance, space, and island charm. With partial ocean views, lush gardens, and a resort-style pool area, Papala Place offers a serene escape just minutes from Kailua Kona’s beaches, shopping, and...
Ocean View / Beach Condo -KR306- Great Spring rates for March - May 2024!!
Discounted 2025 Rates - Book Now!!Kealia unit 306 is more than just a pretty condo; it is a tranquil oasis that boasts stunning views of lush greenery and swaying palm trees that lead to the white sand beach and the bright blue Pacific beyond. The beautifully upgraded...
Makani Sands #309 3brm Spacious 3brm Townhouse on Ocean
Makani Sands townhouse #309 is a 3 Bedroom, 2 1/2 Bath condo on the 3rd & 4th floor with 3 lanais, and an incredible view of the ocean our neighboring islands of Molokai & Lanai. Upstairs, there is a king bed in the master bedroom with private bath, and a queen bed in...
Peaceful retreat with pool, gym & BBQ
Summary:Family Friendly, Near Pool, Updated BathroomsThe Space:Welcome to your serene Waikoloa escape - ideal for families, couples & relaxation seekers! Enjoy peaceful mornings, nearby beaches, & shared resort-style comforts:- Sleeps 4 | 2 bedrooms | 2 beds | 2 baths-...
Hale Kamaole 209 Second floor condo, easy access to best beach on Maui!
Beautiful wood flooring through entire condo, tropical decor. Good Ocean View. Features large flat screen TV in living room, flat screen in bedroom. There is a king bed in the bedroom and a pull down queen Murphy bed in the living room. It has spacious kitchen and...
Manoa Valley A 2BR/1bath downstairs duplex
Permit 90/BB-0065You family will adore this lovely 2BR duplex whether there are just two or a group as large as five. Unique Craftsman touches include custom stained glass windows along with an outdoor shower that provides added convenience after a day at the beach....
🏖️Ocean Front | Watch Dolphins from the Lanai | WIFI |vrKCV
vrKCV - Kona Bali Kai 201, Professionally Managed by Kona Coast VacationsSoak in the beauty of the Big Island from this oceanfront three-bedroom, two-bathroom condo at Kona Bali Kai. Located right on the water's edge, this unit boasts front-row seats to stunning...
CLEAN, GREAT LOCATION, PRIVATE, Vaulted Ceilings, Lots of amenities, Oceanview!
DISCOUNTED RATES FOR LAST MINUTE OPENINGSWe appreciate your support as a small, self managed Maui family owned rental instead of renting from a large mainland management company. Experience island life in our luxury, spacious, one bedroom condo. Unit #22 is on the top...
Remodeled oceanfront penthouse with amazing view, lanai, AC & pool
Kona Bali Kai #402Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Stunningly situated at the edge of the ocean with amazing views of the famous Banyan surf break, this oceanfront...
Ocean Bluff Home on Hamakua Coast - Hale Hamakua
Welcome to Hale Hamakua!This beautifully decorated 4 bedroom, 2 bath home is located on a private acre parcel along the Hamakua Coast just north of Hilo where there is nothing to block your views of the mighty Pacific! The large open windows fill the home with light,...
Island Surf 304 - Modern Renovation, Must See Ocean View, Cool Split AC, Wi-Fi!
Discover the ultimate oceanfront retreat at Island Surf 304, nestled in the heart of South Kihei, Maui. This upscale one-bedroom condo offers breathtaking ocean views and a serene ambiance, perfect for a romantic getaway or a peaceful escape.With a spacious layout of...
Bamboo Waikiki #210. Spacious studio located in a tropical oasis.
Bamboo Waikiki #210. Studio condo with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed, (1) Queen sofa sleeper, (1) Twin sofa sleeper; Sleeps 5.Spacious studio located in a tropical oasis in the heart of Waikiki. Bright open space...
Amazing Sunset Views, Renovated & Furnished Condo at Ilikai Hotel!
This condo is located on the 18th floor of the Ilikai Hotel. This beautiful condo is the most sought after 43 stack with incredible ocean views off both lanai, whether you want to sun bathe or enjoy a sunset dinner! Nothing was spared in making this the best condo...
Heart of Waikiki! Modern 2 bedrooms/1 bath, short walk to the beach! Washlet!
Regency on Beachwalk #66 – 255 Beach WalkYou'll appreciate the comfort and convenience of this modern, fully-furnished two-bedroom, one-bath corner condo (693 sqft plus two lanais with tables and chairs, for a total of 910 sqft) at the Regency on Beachwalk, right in the...
Casa De Emdeko 230 - DELUXE, 2nd Floor, Oceanview, AC, Extra spacious!
CASA DE EMDEKO, UNIT#230: DELUXE, REMODELED, 1/1.5 Deluxe unit at Casa De Emdeko: VERY spacious, complete renovated unit, at this Ocean Front complex. Tastefully appointed 920 sq ft . apartment. Ocean views from spacious covered Lanai, view of pool tropical gardens!...
Top-tier getaway with pools, grill & hot tub - the waves await
Maui Kamaole G214Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
1 Bdrm Ocean & Pool view with Large Lanai & AC in the heart of Kailua Kona
This condo's spaciousness lanai looks out over the pool to the ocean. The perfect oasis for a cup of coffee in the morning and evening cocktails. Accommodations include a king size mattress in the bedroom and a pull out sofa bed(not pictured) in the living room(good for...